West Bayside Vacations from $367
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Your West Bayside Vacation
Lock in your vacation package to West Bayside and prepare to explore its dining and more. Whether you're searching for adventure or fun, you'll discover it in this enticing neighborhood. Your trip to West Bayside wouldn't be complete without a stop at popular attractions nearby such as Portland Museum of Art, University of Southern Maine and Victoria Mansion. No matter what your dream West Bayside vacation may look like, you can turn it into reality with Expedia.
The Latest West Bayside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $564, price is now $367 per person
$367
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
We were only here 1 night, but our room was clean and cozy. We walked right down the street for dinner at $3 Deweys and had a great time! We used our destination fee credit to have breakfast delivered and were thourouly dissapointed. I took one bite and knew something was not right, the potatoes were fried in rancid grease and inedibile. My husband had an omlet that was at least edibile but nothing special.
Reviewed on Nov 24, 2025
The Docent’s Collection – Thompson Block
Downtown Portland
Save 100% on your flight
Price was $713, price is now $396 per person
$396
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
This is in a great location and room was very spacious. Blind in bedroom was broken in down position so it was always dark in there.
You are supposed to download an app that requires “always on” connection to Bluetooth to get in, but someone was available to give us card keys instead.
Reviewed on Nov 16, 2025
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $896, price is now $538 per person
$538
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!
Reviewed on Nov 23, 2025
The Docent's Collection - Boyd Block
Downtown Portland
Save 100% on your flight
Price was $889, price is now $559 per person
$559
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
10/10 Exceptional! (2 reviews)
Really nice and clean new hotel!
Reviewed on Oct 27, 2025
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $839, price is now $529 per person
$529
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Clean space, all the amenities needed for travel and an enjoyable stay. Location was perfect for walking to do many great local shops and restaurants.
Staff was easy to contact and quick to respond
Reviewed on Nov 28, 2025
Where to stay in West Bayside
Find the best West Bayside areas and neighborhoods for the activities you enjoy most. Learn more about West Bayside
Downtown Portland
4 out of top 10 points of interest in this area
4.5/5(326 area reviews)
Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.
West Bayside Hotel Deals
Studio Unit Walkable Everywhere
Portland ME
$154 nightly
The price is $156 total per night from Nov 30 to Dec 1
$156 total
Nov 30 - Dec 1
Total with taxes and fees
5.6/10 (6 reviews)
The room was clean and John was great! He sent us lots of information and brought a small space heater for my wife without us even asking. We walked to a great BBQ spot just down the street and there were lots of other good restaurants in the area. We really enjoyed the location except for the amount ...
Reviewed on Oct 18, 2025
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Dec 1 to Dec 2
$93 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (1,263 reviews)
clean, convenient. perfect place and close to portland.
Reviewed on Nov 26, 2025
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $154 total per night from Nov 30 to Dec 1
$154 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,698 reviews)
Lovely old hotel in the heart of Portland. Loved the pantry, the staff were friendly and our room was quiet and comfortable. We got a great price from Hotels.com. We would love to stay here again but the normal rate is too steep for us.
Reviewed on Nov 26, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in West Bayside
State Theatre
4.5/5(88 reviews)
The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.
Portland Museum of Art
4.5/5(255 reviews)
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
East End Beach
Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.
Things to do
Portland Smartphone Audio Tour: Self-Guided Drive
$17
per traveler
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
$10
per traveler
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.